Windsor Holiday Rentals

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Holiday Rentals in Windsor

Sister A-Frame in Woods B

10.0 out of 10, Exceptional, (2)
"Great stay. Would stay here again if in the area."
The price is AU$358
includes taxes & fees
27 June - 28 June
Sister A-Frame in Woods B

Driftwood Cottage with Cottages of Maine, Lake Great Pond, Dog Friendly, Kayaks

10.0 out of 10, Exceptional, (36)
"We came to Ice Fish.We had a great time.Nice spot, had everything we wanted, and super easy….Thanks!"
Driftwood Cottage with Cottages of Maine, Lake Great Pond, Dog Friendly, Kayaks

Kayakers’ Cabin- “Maine Cabin Masters” remodel.

10.0 out of 10, Exceptional, (41)
"Loved this place. Amazing quiet location with so many water toys and activities. Had zero need to leave the whole weekend because there was so much to do there. "
Kayakers’ Cabin- “Maine Cabin Masters” remodel.

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting

10.0 out of 10, Exceptional, (4)
"Beautiful property, had everything that was needed. Would definitely book again!"
Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

9.6 out of 10, Exceptional, (53)
"Very pretty spot. Nice lake, good for kayaking.we enjoyed the fire pit. "
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

9.6 out of 10, Exceptional, (11)
"Great location and wonderful hosts!"
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream

10.0 out of 10, Exceptional, (64)
"The cottage was perfect for a post Christmas relaxing week of downtime."
Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream

Mountainside cabin "Sasquatch Haven"

9.4 out of 10, Exceptional, (18)
"Wonderful stay!"
Mountainside cabin "Sasquatch Haven"

Get in touch with nature.

10.0 out of 10, Exceptional, (22)
"Nice location, beautiful tent, quiet place among the forest. Great for a retreat"
The price is AU$240
includes taxes & fees
23 June - 24 June
Get in touch with nature.

Dome 3 at Come Spring Farm Glamping - Alpaca Farm

The price is AU$445
includes taxes & fees
29 June - 30 June
Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Peaceful home with forest views & great yard - minutes to town

8.6 out of 10, Excellent, (4)
"Your home is beautiful!! Love all the windows, very comfortable!!"
Peaceful home with forest views & great yard - minutes to town

Dome 1 - Luxury Dome at Come Spring Farm

9.6 out of 10, Exceptional, (9)
"We had a great experience with our stay Everything was nice the owner was very helpful and friendly "
The price is AU$558
includes taxes & fees
23 June - 24 June
Dome 1 - Luxury Dome at Come Spring Farm

The heart of the Belgrade Lakes

10.0 out of 10, Exceptional, (2)
"We were visiting town for a friend's wedding. Very comfortable, had a great time. Easy access to Belgrade Lakes/Augusta/Waterville area."
The price is AU$317
includes taxes & fees
29 June - 30 June
The heart of the Belgrade Lakes

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

8.0 out of 10, Very good, (18)
"Great location! Very nice place"
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access

9.4 out of 10, Exceptional, (11)
"Such a nice little spot to relax on the lake."
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access

Newly Restored Waterfront Cottage with Private Dock, Fireplace, & Farm - Dogs OK

2.0 star property
9.2 out of 10, Wonderful, (97)
"This cottage is right on the edge of a beautiful lake and is easily accessible to Damariscotta. We visited in mid-October when there was little activity on the lake and it was very quiet. The state and comfort of the house was a mix. Bathrooms and the bedrooms were clean. There were plenty of bath towels/face cloths etc. The upstairs bed was very comfortable and one has a sense of being perched right over the lake from this charming room. "
Newly Restored Waterfront Cottage with Private Dock, Fireplace, & Farm - Dogs OK

Spacious Country Home w/ Hot Tub, near Colby/Thomas

9.8 out of 10, Exceptional, (22)
"This house has everything for a weekend family vacay; you can spend the whole weekend enjoying the house & amenities such as the hot tub!"
Spacious Country Home w/ Hot Tub, near Colby/Thomas

Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion

10.0 out of 10, Exceptional, (26)
"This place was perfect for our 3-night stay. Inside, it hits the sweet spot between well-equipped but uncluttered. The bird-watching overlooking the water was fantastic - from huge bald eagles to petite hummingbirds. "
Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion

Lakefront Maine House ~ 4 Mi to Colby College

8.0 out of 10, Very good, (2)
"Convenient very clean but we were hardly there except to sleep. Thank you"
Lakefront Maine House ~ 4 Mi to Colby College

Cozy Cottage on Togus Pond

9.8 out of 10, Exceptional, (36)
"Beautiful little cottage on the lake. Clean, easy check-in, and quiet. Loved our stay and will come back again!"
Cozy Cottage on Togus Pond
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Are there holiday rentals in Windsor?

Yes, there are holiday rentals close to the most popular sights in Windsor, or you can select a more secluded option if you're looking for a relaxing stay. Windsor is known for its shopping and restaurants.

What are some of the best holiday rentals that Windsor has to offer?

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting: This holiday home rental outside of Windsor is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Windsor?

While exploring the area, visit family-friendly sights like Samantha Smith, or get outside and enjoy nature at Kennebec River Rail Trail. In the wider area, you’ll find Kennebec Arsenal and Old Fort Western.

What are holiday rentals like in Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for small groups.